Filler for Optical Isomer Separation
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example 1
(1) Synthesis of Cellulose 3,5-dimethylphenylcarbamate Part of Hydroxy Groups of Which Remain
[0105]300 ml of dehydrated N,N-dimethylacetamide and 25.0 g of lithium chloride were added to 10.0 g (61.8 mmol) of dried cellulose, and the mixture was swollen. After that, the resultant was stirred so that cellulose was uniformly dissolved.
[0106]150 ml of pyridine and 29.4 g (200 mmol) of 3,5-dimethylphenyl isocyanate were added to the resultant dissolved product, and the mixture was subjected to a reaction at 90° C. for 26 hours. The reaction solution was dropped to methanol, and was recovered as insoluble matter. After that, the recovered matter was dried in a vacuum, whereby 27.9 g of a partially substituted cellulose 3,5-dimethylphenylcarbamate derivative A were obtained. The following analysis confirmed that the ratio of introduction of molecules of 3,5-dimethylphenyl isocyanate into the hydroxy groups of the resultant derivative was 89.7%.
(2) Synthesis of Cellulose 3,5-dimethylphenyl...
example 2
(1) Synthesis of Cellulose 3,5-dimethylphenylcarbamate Part of Hydroxy Groups of which Remain
[0116]15 ml of pyridine and 84 mg (0.57 mmol) of 3,5-dimethylphenyl isocyanate were added to 1.00 g (1.79 mmol) of the above dried derivative A, and the mixture was subjected to a reaction at 80° C. for 12 hours. The pyridine soluble portion was dropped to methanol, and was recovered as an insoluble portion. After that, the recovered portion was dried in a vacuum, whereby 1.01 g of a partially substituted cellulose 3,5-dimethylphenylcarbamate derivative C were obtained. 1H NMR results confirmed that the ratio of introduction of molecules of 3,5-dimethylphenyl isocyanate into the hydroxy groups of the resultant derivative was 92.7%.
(2) Synthesis of Cellulose 3,5-dimethylphenylcarbamate Having Alkoxysilyl Groups
[0117]15 ml of pyridine and 0.67 g (2.70 mmol) of 3-isocyanatepropyltriethoxysilane were added to 0.75 g (1.31 mmol) of the dried derivative C, and the mixture was subjected to a reacti...
example 3
(1) Synthesis of Cellulose 3,5-dimethylphenylcarbamate Part of Hydroxy Groups of which Remain
[0122]300 ml of dehydrated N,N-dimethylacetamide and 25.2 g of lithium chloride were added to 10.0 g (61.8 mmol) of dried cellulose, and the mixture was swollen. After that, the resultant was stirred so that cellulose was uniformly dissolved.
[0123]150 ml of pyridine and 24.0 g (163 mmol) of 3,5-dimethylphenyl isocyanate were added to the resultant dissolved product, and the mixture was subjected to a reaction at 80° C. for 12 hours. The reaction solution was dropped to methanol, and was recovered as insoluble matter. After that, the recovered matter was dried in a vacuum, whereby 23.8 g of a partially substituted cellulose 3,5-dimethylphenylcarbamate were obtained. 350 ml of pyridine and 4.56 g (31.0 mmol) of 3,5-dimethylphenyl isocyanate were added to 22.1 g of the cellulose derivative thus synthesized, and the mixture was subjected to a reaction at 80° C. for 18 hours. The pyridine soluble...
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